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Photomodulation of Two-Dimensional Self-Assembly of Azobenzene–Hexa-peri-hexabenzocoronene–Azobenzene Triads
https://oist.repo.nii.ac.jp/records/1152
https://oist.repo.nii.ac.jp/records/11521323136e-aadc-4d06-8a96-4861bd6ed315
名前 / ファイル | ライセンス | アクション |
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Hou-2019-Photomodulation of Two-Dimensional Se (4.7 MB)
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Creative Commons Attribution 4.0 International (https://creativecommons.org/licenses/by/4.0/)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2019-12-27 | |||||
タイトル | ||||||
言語 | en | |||||
タイトル | Photomodulation of Two-Dimensional Self-Assembly of Azobenzene–Hexa-peri-hexabenzocoronene–Azobenzene Triads | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
資源タイプ | journal article | |||||
著者(英) |
Hou, Ian Cheng-Yi
× Hou, Ian Cheng-Yi× Diez-Cabanes, Valentin× Galanti, Agostino× Valášek, Michal× Mayor, Marcel× Cornil, Jérôme× Narita, Akimitsu× Samorì, Paolo× Müllen, Klaus |
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書誌情報 |
en : Chemistry of Materials 巻 31, 号 17, p. 6979-6985, 発行日 2019-06-12 |
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抄録 | ||||||
内容記述タイプ | Other | |||||
内容記述 | Achieving exquisite control over self-assembly of functional polycyclic aromatic hydrocarbons (PAH) and nanographene (NG) is essential for their exploitation as active elements in (nano)technological applications. In the framework of our effort to leverage their functional complexity, we designed and synthesized two hexa-peri-hexabenzocoronene (HBC) triads, pAHA and oAHA, decorated with two light-responsive azobenzene moieties at the pseudo-para and ortho positions, respectively. Their photoisomerization in solution is demonstrated by UV–vis absorption. 1H NMR measurements of oAHA suggested 23% of Z-form can be obtained at a photostationary state with UV irradiation (366 nm). Scanning tunneling microscopy imaging revealed that the self-assembly of pAHA and oAHA at the solid–liquid interface between highly oriented pyrolytic graphite (HOPG) and their solution in 1,2,4-trichlorobenzene can be modulated upon light irradiation. This is in contrast to our previous work using HBC bearing a single azobenzene moiety, which did not show such photomodulation of the self-assembled structure. Upon E-Z isomerization both pAHA and oAHA displayed an increased packing density on the surface of graphite. Moreover, pAHA revealed a change of self-assembled pattern from an oblique unit cell to a dimer row rectangular crystal lattice whereas the assembly of oAHA retained a dimer row structure before and after light irradiation, yet with a modification of the inter-row molecular orientation. Molecular mechanics/molecular dynamics simulations validated the self-assembly patterns of pAHA and oAHA, comprising azobenzenes in their Z-forms. These results pave the way toward use of suitably functionalized large PAHs, as well as NGs, to develop photoswitchable devices. | |||||
出版者 | ||||||
出版者 | American Chemical Society | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 0897-4756 | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 1520-5002 | |||||
DOI | ||||||
関連タイプ | isIdenticalTo | |||||
識別子タイプ | DOI | |||||
関連識別子 | info:doi/10.1021/acs.chemmater.9b01535 | |||||
権利 | ||||||
権利情報 | © 2019 American Chemical Society | |||||
権利 | ||||||
権利情報 | ACS AuthorChoice with CC-BY | |||||
情報源 | ||||||
関連名称 | https://creativecommons.org/licenses/by/4.0/ | |||||
関連サイト | ||||||
識別子タイプ | URI | |||||
関連識別子 | https://pubs.acs.org/doi/10.1021/acs.chemmater.9b01535 | |||||
著者版フラグ | ||||||
出版タイプ | VoR | |||||
出版タイプResource | http://purl.org/coar/version/c_970fb48d4fbd8a85 |